DD157302A5 - Insektizide und nematozide zusammensetzung - Google Patents

Insektizide und nematozide zusammensetzung Download PDF

Info

Publication number: DD157302A5
Authority: DD; German Democratic Republic
Prior art keywords: carbon atoms; alkyl; phenyl; group; composition according
Prior art date: 1979-12-31

Application number

DD80226776A

Other languages

German (de)

English (en)

Inventor

Mohamed A H Fahmy

Original Assignee

Rhone Poulenc Inc

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-12-31

Filing date

1980-12-31

Publication date

1982-11-03

1980-12-31 Application filed by Rhone Poulenc Inc filed Critical Rhone Poulenc Inc

1982-11-03 Publication of DD157302A5 publication Critical patent/DD157302A5/de

Links

239000000203 mixture Substances 0.000 title claims abstract description 22
239000002917 insecticide Substances 0.000 title claims description 4
230000001069 nematicidal effect Effects 0.000 title claims description 3
239000005645 nematicide Substances 0.000 title description 2
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 51
150000001875 compounds Chemical class 0.000 claims abstract description 32
125000000217 alkyl group Chemical group 0.000 claims abstract description 24
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 17
241000238631 Hexapoda Species 0.000 claims abstract description 10
229910052731 fluorine Inorganic materials 0.000 claims abstract description 9
239000011737 fluorine Substances 0.000 claims abstract description 9
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims abstract description 8
125000004644 alkyl sulfinyl group Chemical group 0.000 claims abstract description 8
125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract description 8
125000004414 alkyl thio group Chemical group 0.000 claims abstract description 8
229910052801 chlorine Inorganic materials 0.000 claims abstract description 8
239000000460 chlorine Substances 0.000 claims abstract description 8
125000001424 substituent group Chemical group 0.000 claims abstract description 8
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims abstract description 7
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims abstract description 7
229910052794 bromium Inorganic materials 0.000 claims abstract description 7
125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
230000000749 insecticidal effect Effects 0.000 claims abstract description 5
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 5
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 4
241000244206 Nematoda Species 0.000 claims abstract description 3
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 3
-1 eftro Chemical group 0.000 claims description 8
238000000034 method Methods 0.000 claims description 7
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 7
239000004480 active ingredient Substances 0.000 claims description 4
239000003960 organic solvent Substances 0.000 claims description 4
125000004429 atom Chemical group 0.000 claims description 3
239000002689 soil Substances 0.000 claims description 3
231100001184 nonphytotoxic Toxicity 0.000 claims description 2
239000007787 solid Substances 0.000 claims description 2
OBASDBHRXUCXKQ-UHFFFAOYSA-N [F].[Br] Chemical compound [F].[Br] OBASDBHRXUCXKQ-UHFFFAOYSA-N 0.000 claims 1
125000000068 chlorophenyl group Chemical group 0.000 claims 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
125000003944 tolyl group Chemical group 0.000 claims 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 abstract description 3
235000002017 Zea mays subsp mays Nutrition 0.000 abstract description 3
235000005822 corn Nutrition 0.000 abstract description 3
240000008042 Zea mays Species 0.000 abstract 1
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
239000000243 solution Substances 0.000 description 12
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 10
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
230000000694 effects Effects 0.000 description 6
241001521235 Spodoptera eridania Species 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
229920001213 Polysorbate 20 Polymers 0.000 description 4
239000007788 liquid Substances 0.000 description 4
239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 4
235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 4
238000002360 preparation method Methods 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
241000607479 Yersinia pestis Species 0.000 description 3
235000013339 cereals Nutrition 0.000 description 3
238000009472 formulation Methods 0.000 description 3
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
101150052863 THY1 gene Proteins 0.000 description 2
241000209149 Zea Species 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000000306 component Substances 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical group 0.000 description 2
125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
SUVIGLJNEAMWEG-UHFFFAOYSA-N propane-1-thiol Chemical compound CCCS SUVIGLJNEAMWEG-UHFFFAOYSA-N 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000001228 spectrum Methods 0.000 description 2
239000011550 stock solution Substances 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
150000003512 tertiary amines Chemical class 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 description 1
WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 description 1
241000736839 Chara Species 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
231100000674 Phytotoxicity Toxicity 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
244000052616 bacterial pathogen Species 0.000 description 1
239000000440 bentonite Substances 0.000 description 1
229910000278 bentonite Inorganic materials 0.000 description 1
SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000005553 drilling Methods 0.000 description 1
239000000428 dust Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000037406 food intake Effects 0.000 description 1
230000035784 germination Effects 0.000 description 1
239000008187 granular material Substances 0.000 description 1
231100000086 high toxicity Toxicity 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
229910052622 kaolinite Inorganic materials 0.000 description 1
229910052943 magnesium sulfate Inorganic materials 0.000 description 1
235000019341 magnesium sulphate Nutrition 0.000 description 1
239000000463 material Substances 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
- A01N57/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing aromatic radicals
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4071—Esters thereof the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4084—Esters with hydroxyaryl compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/42—Halides thereof
- C07F9/425—Acid or estermonohalides thereof, e.g. RP(=X)(YR)(Hal) (X, Y = O, S; R = H, or hydrocarbon group)

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Biochemistry (AREA)
Molecular Biology (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

DD80226776A 1979-12-31 1980-12-31 Insektizide und nematozide zusammensetzung DD157302A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/108,329 US4284626A (en)	1979-12-31	1979-12-31	O-aryl S-branched alkyl alkylphosphonodithioate insecticides and nematocides

Publications (1)

Publication Number	Publication Date
DD157302A5 true DD157302A5 (de)	1982-11-03

Family

ID=22321580

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD80226776A DD157302A5 (de)	1979-12-31	1980-12-31	Insektizide und nematozide zusammensetzung

Country Status (14)

Country	Link
US (1)	US4284626A (da)
EP (1)	EP0031689B1 (da)
JP (1)	JPS56103189A (da)
AR (1)	AR230066A1 (da)
AU (1)	AU6548780A (da)
BR (1)	BR8008614A (da)
DD (1)	DD157302A5 (da)
DE (1)	DE3065091D1 (da)
DK (1)	DK556380A (da)
ES (1)	ES498223A0 (da)
HU (1)	HU182266B (da)
IL (1)	IL61753A0 (da)
PH (1)	PH16874A (da)
ZA (1)	ZA807932B (da)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4472391A (en) *	1980-11-21	1984-09-18	Rhone-Poulenc Agrochimie	O-Aryl-s-(tertiary alkyl) alkylphosphonothioate insecticides and nematocides
US4362723A (en) *	1980-12-31	1982-12-07	Rhone-Poulenc Agrochimie	S-Aryl S-(tertiary alkyl) alkylphosphonodithioate insecticides and nematocides

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
BE608802A (da) *	1960-10-05
US3642960A (en) *	1969-01-27	1972-02-15	Stauffer Chemical Co	Method of producing thiono- or dithio-phosphonic acid esters
DE2714771C2 (de) *	1977-04-02	1984-12-06	Bayer Ag, 5090 Leverkusen	O-Phenyldithiophosphonsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung als Insektizide, Akarizide und Nematizide

1979
- 1979-12-31 US US06/108,329 patent/US4284626A/en not_active Expired - Lifetime
1980
- 1980-12-17 AU AU65487/80A patent/AU6548780A/en not_active Abandoned
- 1980-12-18 IL IL61753A patent/IL61753A0/xx unknown
- 1980-12-18 ZA ZA00807932A patent/ZA807932B/xx unknown
- 1980-12-19 DE DE8080304622T patent/DE3065091D1/de not_active Expired
- 1980-12-19 EP EP80304622A patent/EP0031689B1/en not_active Expired
- 1980-12-22 HU HU803084A patent/HU182266B/hu unknown
- 1980-12-23 AR AR283782A patent/AR230066A1/es active
- 1980-12-29 JP JP18933380A patent/JPS56103189A/ja active Pending
- 1980-12-29 PH PH25038A patent/PH16874A/en unknown
- 1980-12-30 DK DK556380A patent/DK556380A/da not_active Application Discontinuation
- 1980-12-30 BR BR8008614A patent/BR8008614A/pt unknown
- 1980-12-30 ES ES498223A patent/ES498223A0/es active Granted
- 1980-12-31 DD DD80226776A patent/DD157302A5/de unknown

Also Published As

Publication number	Publication date
EP0031689A1 (en)	1981-07-08
EP0031689B1 (en)	1983-09-28
PH16874A (en)	1984-04-02
IL61753A0 (en)	1981-01-30
ES8201173A1 (es)	1981-12-01
DK556380A (da)	1981-07-01
BR8008614A (pt)	1981-07-28
DE3065091D1 (en)	1983-11-03
AU6548780A (en)	1981-07-09
AR230066A1 (es)	1984-02-29
HU182266B (en)	1983-12-28
JPS56103189A (en)	1981-08-18
US4284626A (en)	1981-08-18
ES498223A0 (es)	1981-12-01
ZA807932B (en)	1982-07-28

Publication	Publication Date	Title
EP0212600B1 (de)	1991-11-27	Neue Nitromethylen-Derivate
DE2111414C3 (de)	1980-06-04	Insektizide Mittel
EP0154178A1 (de)	1985-09-11	Nitromethylen-Derivate, Verfahren zur ihrer Herstellung sowie insektizide, mitizide und nematizide Mittel
DE2509416C2 (de)	1985-04-11	Dinitrobenzotrifluoride, Verfahren zu deren Herstellung und diese enthaltende pestizide Zusammensetzungen
DE1238902B (de)	1967-04-20	Verfahren zur Herstellung von Phosphor-, Phosphon- bzw. Thionophosphor-, -phosphon-saeureestern
DE2149312B2 (de)	1979-06-21	Thiophosphorsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung als Nematicide und Bodeninsektizide
DE2123277A1 (de)	1971-12-02	Insektizide Mittel
EP0007020B1 (de)	1981-10-14	Organische Phosphorsäureester, Verfahren zu ihrer Herstellung, ihre Verwendung, Schädlingsbekämpfungsmittel und ihre Herstellung
DE2644589A1 (de)	1978-04-06	Tert.-butylsubstituierte pyrazolylcarbaminsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide und nematizide
DD157302A5 (de)	1982-11-03	Insektizide und nematozide zusammensetzung
DE2163392C3 (de)	1980-06-04	Neue Phosphorsäureester sowie Verfahren zu deren Herstellung
DE2232076A1 (de)	1973-01-18	Organische phosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide bzw. nematozide
DE2221500A1 (de)	1973-02-01	Isothioharnstoff-verbindungen, verfahren zu deren herstellung und deren verwendung als mikrobizide
DE2119981A1 (de)	1971-11-11	Thiophosphatderivate von Acetylhydraziden und ihre Verwendung als Schädlingsbekämpfungsmittel
DE2118495C3 (de)	1979-10-31	Insektizides Mittel
DE2101687C3 (de)	1980-10-16	Organische Phosphorsäureester, Ver-, fahren zu deren Herstellung und deren Verwendung zur Bekämpfung von Insekten und Pilzen
EP0050283B1 (de)	1984-02-22	Hydroxamsäureester, Verfahren zu ihrer Herstellung, ihre Verwendung in Schädlingsbekämpfungsmitteln und Zwischenprodukte dafür
DE1806120A1 (de)	1969-05-14	Neue Carbamoyloxime,Verfahren zu ihrer Herstellung und ihre Verwendung zur Bekaempfung von Schaedlingen
DE69119008T2 (de)	1996-09-12	2-tButyl-4-Chlor-5-(4-iButoxymethylcyclohexyl)-methylthio-3(H)-Pyridazinon mit insektizider und akarizider Aktivität
DE2111589A1 (de)	1971-10-14	Insektizide Mittel
DE2316733A1 (de)	1973-10-18	Dithio- und trithiophosphonsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematozide
DE2163063A1 (de)	1973-06-20	Dialkylthionophosphorsaeureester
EP0204949B1 (de)	1988-08-17	Phosphoroimidate
DE2314948A1 (de)	1973-10-04	Dithiophosphorsaeureester, verfahren zu ihrer herstellung und ihre verwendung als insektizide, akarizide und nematozide
DE3811006A1 (de)	1989-10-19	Thionophosphorsaeureamidester